Artemether (SM-224)

- Overview
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    Background
    
    Artemether is a semi-synthetic derivative of artemisinin (qinghaosu), a naturally occurring peroxide lactone derived from a traditional Chinese herbal remedy Artemisia annua L., to enhance the solubility and antimalarial activity of its parental compound. Artemether exhibits potent antimalarial and antischistosomal activities against malarial parasites and Schistosoma japonicum infections. Although it has not been well elucidated, an endoperoxide bridge within the chemical structure of Artemether might be the key characteristic considered to be responsible for its antimalarial and antischistosomal activities, which can be metabolized by malarial or schistosomal parasites, under in vivo conditions, generating detrimental oxygen radicals to attack parasite macromolecules.
    
    Xiao Shuhua and Brian A. Catto. In vitro and in vivo studies of the effect of artemether on Schistosoma mansoni. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY 1989, 1557-1562
- Properties
  - Categories
    
    Semi-synthetic derivative of artemisinin
    
    Alternative Name
    
    (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
    
    CAS Number
    
    71963-77-4
    
    Molecular Formula
    
    C16H26O5
    
    Molecular Weight
    
    298.4
    
    Appearance
    
    A solid
    
    Purity
    
    99.94%
    
    Solubility
    
    insoluble in H2O; ≥15.3 mg/mL in DMSO; ≥90.2 mg/mL in EtOH
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    [H][[email protected]]12[[email protected]@]3([[email protected]@]4([H])CC[[email protected]@]2([H])C)[[email protected]@](O[[email protected]](OC)[[email protected]@]4(C)[H])([H])O[[email protected]@](OO3)(C)CC1
    
    * For Research Use Only